| 100% | CARLY | 5 | A rhymin' Simon |
| 55% | DUO | 3 | A pair, like Simon & Garfunkel |
| 55% | SIMPLE | 6 | Simon who met a pieman |
| 53% | PIEMAN | 6 | "Simple Simon met a __" |
| 50% | SAGE | 4 | Herb in a Simon & Garfunkel song |
| 50% | TRAINCARLY | 10 | Prepare Simon for a singing competition? |
| 50% | AAS | 3 | Batteries in a Simon Says toy |
| 49% | WINTER | 6 | Simon & Garfunkel sang of a hazy shade of one |
| 49% | THYME | 5 | Last herb in a Simon & Garfunkel title |
| 49% | PLAN | 4 | "Make a new ___, Stan" (Paul Simon lyric) |
| 49% | SAYS | 4 | What Simon does in a kids' game |
| 49% | SELFDRIVINGCARLY | 16 | Singer Simon, refusing to take a limo? |
| 48% | NEIL | 4 | Simon who won a Tony for writing "The Odd Couple" |
| 47% | JESSE | 5 | Title guy in a 1980 Carly Simon hit |
| 47% | SHE | 3 | "April Come ___ Will," a song by Simon & Garfunkel |
| 47% | THYME | 5 | Last herb in a Simon & Garfunkel album title |
| 47% | GARFUNKEL | 9 | Art __, formed a singing duo with Paul Simon |
| 47% | YOUCANCALLMEALLY | 16 | Paul Simon song about a budding international union? |
| 47% | PIEMAN | 6 | Simple Simon met a __, going to the fair |
| 47% | DARKNESS | 8 | "My old friend," in a Simon & Garfunkel classic |
| 46% | PLAZA | 5 | Setting for a 1968 Neil Simon play, with "the" |
| 46% | ALVIN | 5 | Brother of Simon and Theodore in a 1958 song |
| 46% | ATTHEZOO | 8 | Where "giraffes are insincere," in a Simon & Garfunkel hit |
| 46% | BILOXI | 6 | "___ Blues" (Neil Simon play named after a Mississippi port) |
| 46% | TWO | 3 | "Chapter ___" (Neil Simon play about a recently widowed man) |
| 46% | OHM | 3 | German physicist Georg Simon ___ who developed quite a resistance? |
| 46% | APR | 3 | Mo. at the start of a Simon & Garfunkel song |
| 44% | GABARDINE | 9 | "The man in the __ suit is a spy": Paul Simon |
| 44% | THYME | 5 | Parsley, sage, rosemary, and ___ (herbs in a Simon & Garfunkel song) |
| 44% | NIKON | 5 | Camera mentioned in Paul Simon's "Kodachrome" (not a Kodak!) |